HCID 15480012, compound → HCID 15480013, compound

HRID 1872222Notes

Reaction equation

HRID 1872222 reaction equation
C([O:8][C:9]([C:11]1([N:16]([S:23]([C:26]2[CH:31]=[CH:30][C:29]([C:32]3[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=3)=[CH:28][CH:27]=2)(=[O:25])=[O:24])[CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])[CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:10])C1C=CC=CC=1>CO.[Pd]>[F:38][C:35]1[CH:34]=[CH:33][C:32]([C:29]2[CH:30]=[CH:31][C:26]([S:23]([N:16]([CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])[C:11]3([C:9]([OH:10])=[O:8])[CH2:15][CH2:14][CH2:13][CH2:12]3)(=[O:24])=[O:25])=[CH:27][CH:28]=2)=[CH:37][CH:36]=1

Participants

4

Reactant 1

HCID 15480012HCID 15480012, compound

Product 1

HCID 15480013HCID 15480013, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1-[(4'-fluorobiphenyl-4-sulfonyl)-(2-methoxycarbonylethyl)amino]-cyclopentane-1-carboxylic acid benzyl ester (12.1 grams, 22.4 mmole) in methanol (270 mL) was treated with 10% palladium on activated carbon and hydrogenated in a Parr™ shaker at 3 atmospheres pressure for 3.5 hours. After filtration through nylon (pore size 0.45 μm) to remove the catalyst, the solvent was evaporated to afford 1-[(4'-fluorobiphenyl-4-sulfonyl)-(2-methoxycarbonylethyl)amino]cyclopentane-1-carboxylic acid as a white foam (10.1 grams, 100%).

Workup

  1. filtrationAfter filtration through nylon (pore size 0.45 μm)
  2. customto remove the catalyst
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-0f37106c60574df4a6169a1d3d9c80cd
Source dataset
uspto-grants-2000_08
Patent number
US06107337

Reaction notes

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